COMPARATIVE EVALUATION OF ORGANIC SOLVENTS IN THE EXTRACTION AND SOLUBILIZATION OF BIXIN AND NORBIXIN FROM ANNATTO (BIXA ORELLANA L.)

Autores/as

  • Marco Aurélio da Silva Coutinho Autor
  • Edmilson Miranda de Moura Autor
  • Carla Verônica Rodarte de Moura Autor
  • Leanne Silva de Sousa Autor

DOI:

https://doi.org/10.63330/aurumpub.043-006

Palabras clave:

Bixin, Norbixin, Solubility, UV–Visible

Resumen

This chapter addresses the influence of different organic solvents on the solubility and spectroscopic properties of the natural dyes bixin and norbixin, extracted from the seeds of Bixa orellana L. Initially, general aspects of natural dyes are discussed, with emphasis on the carotenoids present in annatto and their industrial relevance in the food, cosmetic, and pharmaceutical sectors. Subsequently, the theoretical foundations related to solubility and UV–Vis spectrophotometry are presented, including the application of the Lambert–Beer Law for the quantification of compounds in solution.The experimental methodology involved pigment extraction, preparation of solutions in different solvents (acetone, ethanol, isopropanol, dimethyl sulfoxide, and chloroform), and spectrophotometric analysis in the 200–800 nm range. The results demonstrated that solubilization efficiency depends directly on the compatibility between solvent polarity and the molecular structure of the dye. Bixin, predominantly nonpolar, showed greater solubility in dimethyl sulfoxide and chloroform, whereas norbixin, more polar due to the presence of carboxylic groups, exhibited better performance in solvents of intermediate polarity, such as acetone.The UV–Vis spectra revealed characteristic bands associated with π → π* transitions, as well as solvatochromic effects, indicating that the chemical environment significantly influences the energy of electronic transitions. Solutions were prepared under the same conditions using the solvents acetone, ethanol, isopropanol, dimethyl sulfoxide, and chloroform. Absorbance was measured as a function of wavelength for each solution through UV–Vis spectral analysis in the 800–200 nm range. The data obtained from the UV–Vis analyses confirmed the higher effectiveness of dimethyl sulfoxide (DMSO) in dissolving bixin and of acetone for norbixin compared to the other solvents.

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Referencias

Britton, G. (1995). UV/Visible spectroscopy. In: Carotenoids, Vol. 1B. Birkhäuser. https://doi.org/10.1007/978-3-0348-7499-4

Chuyen, H. V., Roach, P. D., & Golding, J. B. (2023). Impact of extraction conditions on carotenoid yield and antioxidant activity. Food Chemistry, 404, 134652. https://doi.org/10.1016/j.foodchem.2022.134652

Delgado-Vargas, F., Jiménez, A. R., & Paredes-López, O. (2000). Natural pigments: carotenoids, anthocyanins, and betalains. Critical Reviews in Food Science and Nutrition, 40, 173–289. https://doi.org/10.1080/10408690091189257

Harris, D. C. (2020). Quantitative Chemical Analysis (10th ed.). W.H. Freeman.

Hynninen, P. H. (1991). Chemistry of annatto pigments. Food Chemistry, 40, 351–366. https://doi.org/10.1016/0308-8146(91)90055-5

Martins, N., Roriz, C. L., Morales, P., Barros, L., & Ferreira, I. C. F. R. (2022). Food colorants: challenges, opportunities and current desires of agro-industries. Food Chemistry, 387, 132812. https://doi.org/10.1016/j.foodchem.2022.132812

Mennucci, B., et al. (2024). Modeling UV–Vis absorption of food colorants in solution. Molecules, 29, 4378. https://doi.org/10.3390/molecules29184378

Reichardt, C., & Welton, T. (2011). Solvents and Solvent Effects in Organic Chemistry. Wiley-VCH. https://doi.org/10.1002/9783527632220

Ribeiro, B. D., Barreto, D. W., & Coelho, M. A. Z. (2022). Technological aspects of annatto pigments. Food Research International, 157, 111248. https://doi.org/10.1016/j.foodres.2022.111248

Rodríguez-Amaya, D. B. (2001). A Guide to Carotenoid Analysis in Foods. ILSI Press.

Silva, L. R., et al. (2023). Extraction and stability of carotenoids from annatto seeds. Journal of Food Composition and Analysis, 115, 105000. https://doi.org/10.1016/j.jfca.2022.105000

Sıdır, Y. G., & Sıdır, İ. (2025). Optical properties and solvent effects on UV–Vis spectra. Journal of Fluorescence, 35, 8269–8287. https://doi.org/10.1007/s10895-025-04154-9

Skoog, D. A., Holler, F. J., & Crouch, S. R. (2021). Principles of Instrumental Analysis (7th ed.). Cengage Learning.

Souza, A. G., et al. (2021). Solubility and stability of natural pigments under different conditions. Journal of Molecular Liquids, 334, 116520. https://doi.org/10.1016/j.molliq.2021.116520

Wang, X., et al. (2024). Solvatochromic effects and solvent polarity scales. Microchemical Journal, 198, 110166. https://doi.org/10.1016/j.microc.2023.110166

Zhou, Y., et al. (2023). Spectroscopic properties of conjugated pigments in solution. Journal of Molecular Structure, 1285, 135491. https://doi.org/10.1016/j.molstruc.2023.135491

Publicado

2026-05-07

Cómo citar

Coutinho, M. A. da S., de Moura, E. M., de Moura, C. V. R., & de Sousa, L. S. (2026). COMPARATIVE EVALUATION OF ORGANIC SOLVENTS IN THE EXTRACTION AND SOLUBILIZATION OF BIXIN AND NORBIXIN FROM ANNATTO (BIXA ORELLANA L.). Aurum Editora, 85-101. https://doi.org/10.63330/aurumpub.043-006

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